HCID 21394477, compound → HCID 21394488, compound

Participants

Reaction Conditions

Reaction Steps

19.1 g (0.1 mole) of 2,2,6,6-tetramethyl-1-aza-4-thiacyclohexane-4,4-dioxide is dissolved in 100 ml of water and 10 ml of 10N hydrochloric acid. The resulting solution is cooled to 0°C and within 90 minutes an addition made dropwise at between 0° and 5°C, with stirring, of 125 ml of a freshly prepared sodium hypochlorite solution (36 g of sodium hydroxide is dissolved in 300 ml of water, and at 0°C 24 g of chlorine introduced). The reaction mixture is further stirred for 10 minutes at 0°-5°C; the precipitate is filtered off with suction, washed with water, dried, and crystallised from ligroin to yield 1-chloro-2,2,6,6-tetramethyl-1-aza-4-thiacyclohexane-4,4-dioxide (13) as colourless crystals, M.P. 163°C.

Provenance & Evidence